title: Synthesis of the tricyclic core of aldingenin B by oxidative cyclo-ketalization of an alkyne-diol.
abstract: The preparation and selenium-mediated cyclo-ketalization of an alkyne-diol is described as a model study for the synthesis of aldingenin B. The oxidative cyclization is a simplifying transformation for aldingenin B, as it provides a convenient method for generating the tricylic core of the natural product from a functionalized cyclohexane.
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, USA.
authors.forename: Jingyue
authors.initials: J
authors.lastname: Yang
authors.forename: Jumreang
authors.initials: J
authors.lastname: Tummatorn
authors.forename: Rimantas
authors.initials: R
authors.lastname: Slegeris
authors.forename: Sami F
authors.initials: SF
authors.lastname: Tlais
authors.forename: Gregory B
authors.initials: GB
authors.lastname: Dudley
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012717:Sesquiterpenes / Q000138:chemical synthesis*
chemical_list: D000480:Alkynes; D006575:Heterocyclic Compounds, 3-Ring; D007659:Ketones; D012717:Sesquiterpenes; C514266:aldingenin B